The most in-depth startup podcast you’ll ever listen to.

Join Jerry Colonna and other members of Team Reboot as they go deep with entrepreneurs, CEOs, and startup leaders like you, exploring the emotional journeys we all face.

The most in-depth startup podcast you’ll ever listen to.

#150 – Behind the Mask – with Ashanti Branch

Episode 150 // Sept 28, 2021

#150 – Behind the Mask – with Ashanti Branch

In this 150th episode, we are privileged to share Jerry’s conversation with Ashanti Branch, Founder and Executive Director of The Ever Forward Club, whose mission is to transform the lives…

Extras #9 – 360° Reviews: Feedback as a Powerful Tool for Leadership Growth – with Andy Crissinger, Courtney Joyce & Nick Francis

Extra 9 // August 24, 2021

Extras #9 – 360° Reviews: Feedback as a Powerful Tool for Leadership Growth – with Andy Crissinger, Courtney Joyce & Nick Francis

In order to become the leaders we were born to be, we must first be willing to radically inquire within. By cultivating a deep growth mindset, we’re able to mature…

#149 – Tending the Garden of Democracy – with Amy McGrath

Episode 149 // August 11, 2021

#149 – Tending the Garden of Democracy – with Amy McGrath

Amy McGrath is a retired US Marine Corps Lieutenant Colonel, the founder of Honor Bound – a 501(c)(4) nonpartisan organization committed to leadership development for women with a service background…

#146 – The Cost of Failure – with Tom Eisenmann

Episode 146 // June 15, 2021

#146 – The Cost of Failure – with Tom Eisenmann

What are the factors that contribute to the failure of almost 90% of startup ventures? In this episode, Jerry sits down with author and Harvard Business School professor Tom Eisenmann…

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Episode 145 // June 1, 2021

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Suneel Gupta is an entrepreneur, Harvard professor, and author of “Backable: The Surprising Truth Behind What Makes People Take a Chance on You.” In this episode, Suneel chats with Jerry…

Wisdom for Work #9 – Navigating Power Differences To Build Better Relationships – with Andy Crissinger & Dan Putt

Wisdom for Work 9 // May 18, 2021

Wisdom for Work #9 – Navigating Power Differences To Build Better Relationships – with Andy Crissinger & Dan Putt

In our coaching practice, one of the most common questions we receive from investors is, “How do I build more trusting and impactful relationships with leaders in my portfolio?” As…

#144 – The Stories We Tell Ourselves – with Ryan Caldbeck

Episode 144 // May 5, 2021

#144 – The Stories We Tell Ourselves – with Ryan Caldbeck

This being human is a profoundly awesome adventure; our lives are peppered with moments of happiness, joy, and wonder, but our experiences can be messy, exhausting, and heavy too. As…

#143 – We’re All Carrying Something – with Gino Zahnd

Episode 143 // April 20, 2021

#143 – We’re All Carrying Something – with Gino Zahnd

As frequent listeners of the podcast can attest, a well-formed open, honest question can be a catalyst for radical self-inquiry and deep inner work. For Gino Zahnd, the founder of…

Wisdom for Work #8 – Coordinated Action: Making and Maintaining Commitments – Andy Crissinger & Jeff Riddle

Wisdom for Work 8 // March 30, 2021

Wisdom for Work #8 – Coordinated Action: Making and Maintaining Commitments – Andy Crissinger & Jeff Riddle

At Reboot, we believe making and keeping commitments is a necessary building block for sustained collaboration and growth within an organization. In our coaching, we’ve seen firsthand the damaging impact…

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